Process for the manufacture of physiologically active substances from female internal secretory sex organs



PROCESS FOR arms:

A Extracts of Patented Aug. 4, 1931 UNITED STATES PATENT OFFICE MAX HARTMANN, 9F BASEL, SWITZERLAND,

CHEMICAL INDUSTRYIN BASLE, OI BASEL,

ASSIGNOR TO THE FIRM SOCIETY OF SWITZERLAND MANUFACTURE OF PHYSIOLOGICALLY ACTIVE SUB STANCES FROM FEMALE INTERNAL SECRETORY SEX ORGANS' No Drawing. Application filed November as, 1925,

The invention relates to the manufacture ther acid substances, the separation of which is diflic'ult because the treatment with aqueous alkalies of suchextracts or their solutions in organic solvents immiscible with water produces emulsions which are almost inseparable.

I *have found that purified extracts of physiologically active substances may be obtained by saponification from female internal secretory organs by treating an impure inorgamc alkaline compoun extract of said organs containing fatty acids in an organic solvent with impregnated with an inorganic alkaline compound to saponify the fatty acids, evaporatmg off the said-organic solvent and extracting-the mixture with-a similar organic solvent to. remove the physiologically active substances.

In this processgcharcoal, kieselguhr, or some other material which is highly adsorptive may be used as a solid adsorbent and, as an inorganic alkaline compound for instance sodium hydroxide, sodiumor potassium-carbonate, or the like, ma be used.

s organic solvents there always must be chosen such solvents as will dissolve the physiologically active substances but not the d or the soaps which have been formed. Thus alcohol, ether, petroleum ether, benzene or acetone may be used as solvent for the saponification with an earth alkali hydroxide or'an alkali carbonate, while alcohol must be avoided for the saponificatlon with an alkali hydroxide,

for alkali hydroxides are soluble in alcohols. In this manner'the saponification of the extracts is attained in the simplest manner that at the same time further impurities, such as coloring matters, are removed.

Insteadof an impure extract of a female a solid adsorbent calcium hydroxide,

and an adsorption of lime soaps.

Serial m. 72,038, and in Switzerland December 5, 1924.

internal secretory sex organ one may take for saponification the finely powdered organ itself and mixit with the adsorbent, thus combining extraction with purification.

Alkaline earth soaps'may be produced by double decomposition of alkali soaps with al kaline earth halides in the selected solvent.

This purifying operation may ,be introduced at any deslred phase of the known extraction and purification processes. For example, when the process of the specification 1,314,321 is adopted the aforesaid method of purification may be applied before or after the distillation in a vacuum, or at any other stage of the process.

The following examples illustrate the invention, the parts being by weight Example 1 10 parts of animal charcoal are impregnated with 1 part of caustic soda in aqueous alcohol solution and the aqueous alcohol evaporated. The alkaline charcoal powder is triturated, with addition of a little ether, with an ether solution of two parts of previously purified placenta extract. After evapcrating the ether, the mass is completely extracted with acetone at the ordinary temperature and the acetone then distilled from the extract thus obtained. There is thus isolated a clear oil which may be subjected to further purification, or used directly.

Ewmnple Q 10 parts of charcoal are stirred with two parts of milk of lime. The paste thus produced is dried in a vacuum until it contains only a little water. It is then stirred with an ethereal solution of 2.parts of an ovary extract for some hours. In this operation the calcareous powder withdraws from the solution the fatty acids and other impurities, efiecting simultaneously a decolorization The etheral solution, which has become clear. is evaporated after filtration and the residue is re-diss'olved in alcohol for complete separation of small residues oflime soap and the solution again evaporated. There is thus 1 nixed with 5 I solvent, which will remove stances of said obtained a bright oil easily soluble in the usual organic solvents and in fatty oils Example 3 10 partsof powdered corpora lutea are parts of charcoal previously impregnated with some caustic soda solution, and the mixture is extracted with acetone. There is thus obtained a brght extract which may be purified further in known manner. What I claim is:

l. A process for purifying by saponification physiologically active substances from female internal secretory sex organs comprising treating an impure extract of said organs containing fatty acids with a solid adsorbent of the class of charcoal and kieseiguhr impregnated with an inorganic alkaline compound to saponiiy the fatty acids, said treatment taking place in such an organic solvent wherein the alkaline com pound and the soaps forined are insoluble, evaporating ofi said organic solvent and extracting with a neutral aliphatic organic ly active substances without dissolving the soaps or the alkaline compound.

2. A process for purifying by saponification physiologically active substances from female internal secretory sex organs comprising treating an organs containing fatty acids in an organic solvent with a solid adsorbent of the class of charcoal and kieselguhr impregnated with .an inorganic alkaline compound to saponify the fatty acids, evaporating off said-organic solvent and extracting with acetone which will remove the physiologically active subextract without dissolving the saponification products or the alkaline compound. 7

In witness whereof I have hereunto signed my name this 14th day of November, 1925.

EMX'HARWA tarmac the physiologicallmpure extract of said 

